Gepotidacin

Base Information

• Chemical Name: Gepotidacin
• CAS No.: 1075236-89-3
• Molecular Weight: 0
• Mol file: 1075236-89-3.mol

Synonyms:Gepotidacin;Buagafuran

Chemical Property of Gepotidacin

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Gepotidacin

There total 13 articles about Gepotidacin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3,4-dihydro-2H-pyrano[2,3-c]pyridine-6-carbaldehyde (527681-61-4) + (2R)-2-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-3H,8H-2a,5,8a-triazaacenaphthylene-3,8-dione (1075238-01-5) → gepotidacin (1075236-89-3)

Guidance literature:

3,4-dihydro-2H-pyrano[2,3-c]pyridine-6-carbaldehyde; (2R)-2-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-3H,8H-2a,5,8a-triazaacenaphthylene-3,8-dione; In methanol; chloroform; at 20 ℃;

With sodium tris(acetoxy)borohydride; In methanol; chloroform; at 20 ℃; for 0.5h;

With water; sodium hydrogencarbonate; In methanol; chloroform;

Reference yield:

2-{[6-(methyloxy)-3-nitro-2-pyridinyl]amino}-1,3-propanediol (757186-96-2) → gepotidacin (1075236-89-3)

Guidance literature:

Multi-step reaction with 11 steps

1.1: toluene-4-sulfonic acid / 20 °C

1.2: 0.33 h

2.1: hydrogen / palladium 10% on activated carbon / 1,4-dioxane / 20 °C / 760.05 Torr

3.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

4.1: sodium hydride / tetrahydrofuran / 3.25 h / 0 - 20 °C

5.1: manganese(IV) oxide / dichloromethane / 2 h / 20 °C

6.1: hydrogenchloride; water / tetrahydrofuran / 1 h / 20 °C

6.2: pH ~ 8

7.1: triethylamine / chloroform / 4.5 h / Heating / reflux

8.1: pyridine / acetonitrile / 5 h / 50 - 90 °C

9.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 20 °C

10.1: isopropylamine / methanol; acetonitrile / Resolution of racemate

11.1: methanol; chloroform / 20 °C

11.2: 0.5 h / 20 °C

With pyridine; hydrogenchloride; manganese(IV) oxide; water; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; isopropylamine; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

2-chloro-6-methoxy-3-nitropyridine (38533-61-8) → gepotidacin (1075236-89-3)

Guidance literature:

Multi-step reaction with 12 steps

1.1: ethanol; water / 4 h / 0 °C / Heating / reflux

2.1: toluene-4-sulfonic acid / 20 °C

2.2: 0.33 h

3.1: hydrogen / palladium 10% on activated carbon / 1,4-dioxane / 20 °C / 760.05 Torr

4.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

5.1: sodium hydride / tetrahydrofuran / 3.25 h / 0 - 20 °C

6.1: manganese(IV) oxide / dichloromethane / 2 h / 20 °C

7.1: hydrogenchloride; water / tetrahydrofuran / 1 h / 20 °C

7.2: pH ~ 8

8.1: triethylamine / chloroform / 4.5 h / Heating / reflux

9.1: pyridine / acetonitrile / 5 h / 50 - 90 °C

10.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 20 °C

11.1: isopropylamine / methanol; acetonitrile / Resolution of racemate

12.1: methanol; chloroform / 20 °C

12.2: 0.5 h / 20 °C

With pyridine; hydrogenchloride; manganese(IV) oxide; water; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; isopropylamine; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

3,4-dihydro-2H-pyrano[2,3-c]pyridine-6-carbaldehyde

(2R)-2-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-3H,8H-2a,5,8a-triazaacenaphthylene-3,8-dione

2-{[6-(methyloxy)-3-nitro-2-pyridinyl]amino}-1,3-propanediol

2-chloro-6-methoxy-3-nitropyridine